An electrochemical evidence of free radicals formation from flutamide and its reactivity with endo/xenobiotics of pharmacological relevance

This paper reports the feasibility of free radicals formation from flutamid e by using cyclic voltammetry. The electrochemical characteristics and the reactivity of the one-electron reduction product from flutamide in mixed me dia with thiol compounds and the nuclei acid bases are characterized. Resul ts from this paper show the thermodynamic feasibility of free radical forma tion expressed for both the cathodic peak potential and the second-order ra te constant values. The reactivity of the radical towards thiol compounds (glutathione, cysteam ine, N-acetylcysteine) and the nuclei acid base, adenine, thymine and uraci l were quantitatively assessed through the calculation of the respective in teraction rate constants. Based on these results, the following tentative o rder of reactivity towards the xeno/endobiotics is as follows: cysteamine > uracil > glutathione > adenine > N-acetylcysteine > thymine. The stability of the nitro radical anion electrochemically generated from f lutamide showed a linear dependence with pH. (C) 2000 Elsevier Science S.A. All rights reserved.